
Apartment holiday rentals in Ravenswood
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Top-rated apartment rentals in Ravenswood
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3br W/ Elevator, Patio & Laundry Near the Red Line
My 3 bedroom apartment in Sheridan Park is a stunning place to call home in Chicago! You'll love the neighborhood; its vibrant food and art scene is uniquely diverse in Chicago. A mile north of Wrigley Field - Just to the east, Montrose Beach is a nice break from the city. If work is what brings to you to town, the nearby Brown line will take you right to the Loop. I provide all the essentials to make your stay easy and comfortable. (Balcony maintained for Summer Season, Memorial Day-Labor Day)

Newly Renovated, Spacious 2BR in Andersonville
Welcome to your newly renovated 2nd floor oasis! Located on a serene residential street, with a private parking space and backyard, this cozy retreat is nestled between the vibrant Edgewater and Andersonville neighborhoods. Indulge in a plethora of dining and entertainment options just steps away, or take a 15-minute stroll to the CTA Redline for easy access to downtown. With a new Metra stop at the end of the block and less than 10 miles from the heart of the city, your urban adventure awaits!

Brand new 2 bed 2 bath apartment in Lincoln Square
Nestled on a quiet tree-lined street, this brand new home is 3 houses from the Chicago River. A quick walk to Lincoln Square, a locals-only destination for brunch, shopping, craft beer, and fantastic food. Relax in the secluded primary suite with a massive zero-threshold shower or walk to the nearby grocery stores to cook a gourmet meal in the fully equipped kitchen. Offering plentiful free parking in a central location, plus a short walk to the Brown Line CTA train to anywhere in the city.

Charming Apt. near Wrigley/Cubs, Ravenswood/Uptown
Welcome to our family-friendly & cozy 1-bedroom/1 bathroom apartment! We are walking distance from Wrigley Field, Montrose Beach, Andersonville restaurants, Green Mill Jazz Club, Riviera, Lincoln Square, Target and grocery. Close to Red, Purple & Brown CTA trains and 22, 78 bus lines to reach airports & top sights. Street parking is open & free (check signage!) We are a smoke-free home directly across from a school with playground in a very quiet & safe neighborhood: Ravenswood/Uptown.

Charming, Spacious 3BR Lakeview Apt Near Transit
This newly remodeled 3-bedroom unit with 1-bath apartment is perfect for both leisure & business travelers. Located on a safe, tree-lined street, in the Lakeview neighborhood, with a completely private entrance of it's own. We are just a 5 minute walk away from the CTA Irving Park Brown Line, which will get you downtown in less than 20min. We are also conveniently close to Wrigley Field, Lake Michigan, Bus Stops, and other great neighborhood shops, restaurants, and nightlife.

Cozy Lakeview Apt-Walk to Wrigley & Free Parking!
Make my home your temporary home away from home! I travel a lot so I would like to open my cozy, bright & spacious 1 bd/1ba apartment to you so you can enjoy beautiful Chicago when I'm away. My place is located in a prime Chicago location nearby restaurants/bars/shops on Southport, coffee shops, 10 min walk to public transportation and Wrigley Field, 5 minute drive to the lake and 15 min drive downtown. Enjoy grilling on the patio in the summer and free street parking!

Charming Uptown Studio - Clean & Close to Train!
Welcome to this beautifully renovated studio located in the Uptown neighborhood. This apartment has access to a shared fitness area, backyard/garden, and comfy work station. The building is a block from the Red Line train and is walking distance to neighborhood restaurants, bars, shops, and cafes. This apartment is perfect for remote workers or travelers looking to be in a nice neighborhood close to the city! Check in is completely contactless with a keypad & door code.

Newly Rehabbed! 2br with Vintage Charm
Our 2 bed garden apartment in Ravenswood will be the ideal home base for your stay! Located in one of Chicago's vibrant Northside neighborhoods, you’ll experience local charm outside your door. The home has space for 5 and a newly renovated kitchen, though you may not have time to cook with many family-owned restaurants within walking distance! The Montrose Brown Line is only 3 blocks away, taking you downtown in 30 minutes and Lakeview/Lincoln Park in even less.

The Emil - Designer Lincoln Square Flat
A newly renovated one bedroom flat in the heart of Lincoln Square, on one of Chicago’s most charming streets. Cafés, shops, restaurants, and the Western Brown Line stop all within a short walk. Downtown is about 25 minutes by train, and Wrigley Field is about 15. Your stay also includes complimentary access to The Metropolitan, a private club in the Willis Tower. It's a refined space for coworking, relaxing, or an evening drink overlooking the skyline.

Stylish Modern-Chic Apartment in Lincoln Square
Kick back & relax in your home away from home in our modern & peaceful space in the heart of the Lincoln Square neighborhood. Featuring natural light, modern amenities & beautiful artwork, the house is impeccably clean and designed to ensure you have the best travel experience possible. Located on the popular Foster Ave close to Winnemac Park, you're only blocks away from bakeries, farm-to-table restaurants, independent coffee shops and local breweries.

A Hand-some Place • Vintage 1BR Near Wrigley
This is a quirky little haven inspired by a collection of Eastern European illustrations and one gloriously oversized vintage hand chair...a design-forward, vintage Ravenswood apartment on Chicago’s North Side, close to Wrigley Field, Andersonville, and the Montrose Brown Line. Nice sheets, an overly friendly bird moment above the bed, and entirely designed to feel like someone with a great personality lives here. (Because, well, that’s you!)

Beautiful, sunny 2nd floor 3BR/1BA w free parking
Sunny second floor 3Br/1Ba apartment in the tree-lined, walkable neighborhood of Lincoln Square. Updated apartment with original woodwork offers easy access to Wrigley Field (7 el stops), Lake Michigan beaches, and downtown Chicago. Free parking space included, close to Western brown line el station and Lincoln Square's many restaurants and shops. Old Town School of Folk Music is a 5-minute walk. 2 miles to beaches.
Popular amenities for Ravenswood apartment rentals
Weekly apartment rentals

Homey 1BR Space Apartment

Lovely apt with 2 br suites and large living areas

The Bell House: Apartment #1

Sunny & Spacious Private Apt in Artist’s Home

Explore Lincoln Park from a Polished Apartment

Cozy Train Vibes + Rare Parking x3

Beautifully Renovated 1BR Gem in Lincoln Square

Secluded Lincoln Square / Ravenswood escape!
Private apartment rentals

The Lodge Chicago

Spacious 2BR Condo + Free On-site Parking

Updated home with vintage charm

North Center Chicago - Walkable/Transit & Wrigley

Stylish Industrial 2BR 2 Bath Parking + EV Charger

Luxe Wrigley Estate: Pool Table + Parking + Patio

Private Studio Wrigley Field

Homey studio near Wrigley Field
Apartment rentals with a hot tub

Spacious and Ideally located in the Lakeview area

Super Paradise+65 Amenities*Downtown 15 Min

Jacuzzi , private master bath and master bedroom

Spacious 2bdm unit 15min to Dwtn

Luxury 3BD Penthouse – Private Patio+Skyline Views

Chicago Chinatown Center A

Belmont Pleasures - hot tub / arcade gaming room

The Downtown Oasis (Indoor Pool • Fitness Center)
Quick stats about flat rentals in Ravenswood

Total holiday rentals
Explore 70 holiday rentals in Ravenswood

Nightly prices starting at
Ravenswood holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 6,710 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
70 of Ravenswood holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Ravenswood rentals

4.8 Average rating
Ravenswood stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Soldier Field
- 875 North Michigan Avenue
- The Field Museum
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- Union Park
- University of Chicago
- Lincoln Park Zoo
- Chicago River Walk
- Wilmot Mountain Ski Resort
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Washington Park Zoo
- Loyola University Chicago
- Indiana Dunes State Park
- Oak Street Beach





